49,154

Winter Haven, FL Homes

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  • /63

    $290,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    525 Squires Grove Dr, Winter Haven, FL 33880

    Welcome home to 525 Squires Grove Dr! This well-maintained property offers a great blend of comfort, space, and convenience. Enjoy an open layout with natural light, spacious living areas, and a functional floor plan ideal for everyday living and entertaining. The kitchen features ample cabinet and counter space with a layout that flows into the main living area. The primary suite is generously

    Erica Burgos ALIGN RIGHT REALTY LLC

    525 Squires Grove Dr, Winter Haven, FL 33880
  • /20

    $1,325 Per Month

    • 2 Beds
    • 1 Bath
    • Townhouse for Rent

    2405 Ave C SW, Winter Haven, FL 33880

    This Charming duplex is available immediately. This home offers 2BR/1BA with tile and vinyl flooring, no carpet! All new stainless-steel appliances included in the kitchen, as well as a stacked washer and dryer. Neutral colors throughout and lots of modern finishes.Conveniently located near shopping, restaurants, schools, and major roadways, you'll enjoy easy access to everything Winter

    2405 Ave C SW, Winter Haven, FL 33880
  • /2

    $264,500

    Sold Aug 13, 2026

    1910 26th St NW, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft
    • Built 1954

    Last Sold Summary

    • 61% Above List Price
    • $149/SF
    • 0 Days On Market

    Current Estimated Value $266,399

    Last Listing Agent Chad Lindsey LOKATION

    1910 26th St NW, Winter Haven, FL 33881
    • /2

      Est $385,782

      Not Listed For Sale

      1933 Quail Fields Cir, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,815 Sq Ft
      • Built 2025
      1933 Quail Fields Cir, Winter Haven, FL 33884

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent William Maltbie MALTBIE REALTY GROUP

  • 6614 Crescent Loop Unit 36787352, Winter Haven, FL 33884

    $399,990

    New Construction
    • 5 Beds
    • 3 Baths
    • 2,892 Sq Ft

    Catalina Plan at Villa Mar, Winter Haven, FL 33884

    Never run out of space with the Catalina, a spacious two-story home designed for ultimate comfort and flexibility. This home boasts 5 bedrooms, 3 bathrooms, a versatile den, a generous...

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 36787352, Winter Haven, FL 33884
  • /15

    $1,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft
    • House for Rent

    168 Southern Breeze Loop, Winter Haven, FL 33880

    SUPER SWEET SAVINGS!!! Enjoy ONE MONTH off your first month's rent when you apply by February 14, 2024, move in by February 21, 2024! Concession applied in March. Select homes, subject to change.Beautiful home offers 3 bedroom and 2 bathroom with ceramic tile type flooring. Home has 2 attached car garage. This home offers a spacious kitchen, updated bathrooms and is located in a beautiful

    Ethel Gumaru FIRSTKEY HOMES LLC

    168 Southern Breeze Loop, Winter Haven, FL 33880
  • /2

    $275,000

    Sold Dec 22, 2025

    2429 Avenue B SW Unit A,B, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $150/SF
    • 76 Days On Market

    Current Estimated Value $285,201

    Last Listing Agent Britzeida Pichardo LPT REALTY, LLC

    2429 Avenue B SW Unit A,B, Winter Haven, FL 33880
    • /11

      Est $266,724

      Not Listed For Sale

      2199 Chris Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,429 Sq Ft
      • Built 2025
      2199 Chris Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 19 Days On Market

  • 1651 Hummingbird Rd Unit 36202788, Winter Haven, FL 33880

    $292,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,720 Sq Ft

    Baldwin Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Welcome to the Baldwin, a stunning four-bedroom, two-bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. As you enter the foyer to this beautiful designed home, you are greeted by with an open concept living space featuring luxury vinyl flooring throughout. The kitchen overlooks the dining and living room, while having a view to the oversized

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202788, Winter Haven, FL 33880
  • /23

    $1,460 Per Month

    • 2 Beds
    • 1 Bath
    • 973 Sq Ft
    • House for Rent

    612 Lake Ned Rd, Winter Haven, FL 33884

    This charming two bed, one bath home has a great location in SE Winter Haven. You'll be close to everything! Just minutes from Legoland and only a short trip to Orlando. Enjoy quick access to two public boat ramps on Lake Ned and Lake Daisy or explore the Winter Haven Chain of Lakes from one of the other many public boat ramps in Winter Haven. The home offers fresh paint inside and out, AC

    612 Lake Ned Rd, Winter Haven, FL 33884
  • /2

    $269,000

    Sold Aug 21, 2026

    1373 Lucerne Loop Rd NE, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,746 Sq Ft
    • Built 2019

    Last Sold Summary

    • 4% Below List Price
    • $154/SF
    • 77 Days On Market

    Current Estimated Value $266,803

    Last Listing Agent Desiree Swanz ENGEL & VOLKERS SOUTH TAMPA

    1373 Lucerne Loop Rd NE, Winter Haven, FL 33881
    • /25

      Est $320,225

      Not Listed For Sale

      3454 Evening Star Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,426 Sq Ft
      3454 Evening Star Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 19 Days On Market

  • /26

    $315,000

    • 4 Beds
    • 3 Baths
    • 2,004 Sq Ft

    506 Clayton Cir, Winter Haven, FL 33880

    Welcome home to this spacious 4-bedroom, 3-bathroom home offering over 2,000 square feet of comfortable living space on a large corner lot. Designed with both everyday living and entertaining in mind, this home features two bedrooms with private en-suite bathrooms, providing flexibility and privacy for family members or guests. Step outside to the screened lanai, where you can relax and enjoy

    Anne Halbert LIVE FLORIDA REALTY

    506 Clayton Cir, Winter Haven, FL 33880
  • /39

    $1,300 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,184 Sq Ft
    • Townhouse for Rent

    2500 21st St NW Unit 44, Winter Haven, FL 33881

    Virtually Staged. Check out this 2 bedroom 2 1/2 bath townhome in the Casa Del Sol community. This home offers an open kitchen with breakfast bar and 2 pantry closets, formal dining room, tile floors downstairs and wood flooring upstairs spacious bedroom both with private ensuite master baths. Master suite has lake view. Screen rear patio as well as private courtyard, 1 car garage. Community

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    2500 21st St NW Unit 44, Winter Haven, FL 33881
  • /2

    $269,000

    Sold May 28, 2026

    624 Avenue A NE, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,913 Sq Ft
    • Built 1937

    Last Sold Summary

    • $141/SF
    • 46 Days On Market

    Current Estimated Value $265,807

    Last Listing Agent Veronica Bard LA ROSA REALTY PRESTIGE

    624 Avenue A NE, Winter Haven, FL 33881
    • /16

      Est $283,884

      Not Listed For Sale

      1906 Sarah St, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,880 Sq Ft
      • Built 2025
      1906 Sarah St, Winter Haven, FL 33884

      Last Sold Summary

      • 57 Days On Market

  • 6614 Crescent Loop Unit 36787274, Winter Haven, FL 33884

    $334,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,038 Sq Ft

    Turquesa Plan at Villa Mar, Winter Haven, FL 33884

    The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for...

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 36787274, Winter Haven, FL 33884
  • /22

    $1,895 Per Month

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    1065 Cambridge Dr, Winter Haven, FL 33881

    **MOVE-IN SPECIAL 50% OFF 2ND MONTH!!***This gorgeous 4-bedroom, 2-bathroom home is loaded with space and comes with all stainless appliances as well as a spacious two-car garage.Call to schedule your showing and come see this beautiful home TODAY!HOA APPROVAL MANDATORYAll residents are enrolled in the Resident Benefits Package (RBP) at a cost of $25/per month,

    1065 Cambridge Dr, Winter Haven, FL 33881
  • /2

    $259,900

    Sold Dec 23, 2025

    4020 Cypress Landing S, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • Built 1985

    Last Sold Summary

    • $155/SF
    • 49 Days On Market

    Current Estimated Value $264,070

    Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

    4020 Cypress Landing S, Winter Haven, FL 33884
    • /10

      Est $349,748

      Not Listed For Sale

      3458 Evening Star Dr, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,900 Sq Ft
      3458 Evening Star Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 13 Days On Market

  • /39

    $329,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,986 Sq Ft

    Jupiter Plan at Willowbrook North, Winter Haven, FL 33881

    JUPITER: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and up to 4 Bedrooms! The Jupiter plan is available in Coastal, Farmhouse or Traditional exterior designs.The inviting front porch opens to a gracious foyer with 2 adjacent secondary bedrooms and a full bathroom. The spacious family room is open to the dining area and adjacent kitchen. The primary suite boasts an en suite

    DRB Homes Builder
    0 Fl-544 St Unit 36849129, Winter Haven, FL 33881
  • /32

    $1,825 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,625 Sq Ft
    • House for Rent

    2608 Tanoak Terrace, Winter Haven, FL 33881

    Virtually Staged. Modern Comfort & Style in Winter Haven | 3BR + 2.5BA Beautiful Home!Welcome to this beautifully designed 3-bedroom, 2.5-bath home located in the desirable community of Winter Haven. Offering the perfect blend of comfort, space, and modern living, this home is ideal for families or professionals seeking a peaceful yet convenient lifestyle. Step inside to a bright and open

    Jacob Hara TRANSCEND REALTY

    2608 Tanoak Terrace, Winter Haven, FL 33881
  • /2

    $288,990

    Sold Dec 08, 2025

    1696 Hummingbird Rd, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,720 Sq Ft
    • Built 2025

    Last Sold Summary

    • 18% Below List Price
    • $168/SF
    • 72 Days On Market

    Current Estimated Value $293,398

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    1696 Hummingbird Rd, Winter Haven, FL 33884
    • /25

      Est $320,101

      Not Listed For Sale

      3470 Evening Star Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,426 Sq Ft
      3470 Evening Star Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 16 Days On Market

  • /32

    $325,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,308 Sq Ft

    Campbell Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Welcome to the Campbell, a stunning four-bedroom, two and a half bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202789, Winter Haven, FL 33880
  • /56

    $3,295 Per Month

    • 4 Beds
    • 3 Baths
    • 2,818 Sq Ft
    • House for Rent

    2720 Crystal Beach Rd, Winter Haven, FL 33880

    *AGENTS* — We pay for referrals! Bring us the tenant and earn referral compensation upon successful lease placement! Welcome to this beautiful lakefront home with a private dock and covered outdoor living area. This spacious 4-bedroom, 3-bathroom waterfront property offers approximately 2,818 sq. ft. of living space on nearly three-quarters of an acre in Winter Haven. Situated directly on

    2720 Crystal Beach Rd, Winter Haven, FL 33880
  • /2

    $113,000

    Sold Mar 31, 2026

    6475 Peppertree Path NE, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 989 Sq Ft
    • Built 1984

    Last Sold Summary

    • 25% Below List Price
    • $114/SF
    • 361 Days On Market

    Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    6475 Peppertree Path NE, Winter Haven, FL 33881
    • /24

      Est $301,675

      Not Listed For Sale

      1918 Sarah St, Winter Haven, FL 33884

      • 5 Beds
      • 2 Baths
      • 2,326 Sq Ft
      1918 Sarah St, Winter Haven, FL 33884

      Last Sold Summary

      • 95 Days On Market

  • /17

    $302,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft

    Larissa Plan at Sunset Hills, Winter Haven, FL 33881

    From the front porch, you enter into the foyer and are immediately welcomed into the open family room, dining area, and kitchen. Just off the kitchen is the primary bedroom, which includes a primary bath, walk-in closet, and convenient access to the laundry room. The family room opens to a back patio, perfect for outdoor relaxation. On the opposite side of the kitchen, you’ll find two additional

    Starlight Homes Builder
    3136 Sunset Hills Rd Unit 36459374, Winter Haven, FL 33881
  • /15

    $1,800 Per Month

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • House for Rent

    108 Southern Breeze Loop, Winter Haven, FL 33880

    SUPER SWEET SAVINGS!!! Enjoy ONE MONTH off your first month's rent when you apply by February 14, 2024, move in by February 21, 2024! Concession applied in March. Select homes, subject to change.Charming 4 bedroom and 2 bathroom home updated with ceramic tile type flooring and neutral paint throughout. The inviting living room is spacious and great for entertaining. The modern kitchen

    Ethel Gumaru FIRSTKEY HOMES LLC

    108 Southern Breeze Loop, Winter Haven, FL 33880
  • /16

    $261,540

    Sold Feb 09, 2026

    2118 Chris Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,487 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $176/SF
    • 100 Days On Market

    Current Estimated Value $252,733

    Lennar Peace Creek Reserve - Estate Key Collection

    2118 Chris Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      476 Ituna Cir, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,715 Sq Ft
      • Built 2025
      476 Ituna Cir, Winter Haven, FL 33881

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

  • /29

    $305,000

    $20K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    205 Fern Rd, Winter Haven, FL 33880

    PRICE IMPROVEMENT! Enjoy Florida living with your own private pool and plenty of space to spread out in this recently remodeled 3-bedroom, 2-bathroom Winter Haven home. Inside, the spacious floor plan offers an open main living area where the family room, dining space, and kitchen flow together, creating a comfortable setting for both everyday living and entertaining. Recent updates throughout

    Steven Pugh EXP REALTY LLC

    205 Fern Rd, Winter Haven, FL 33880
  • /16

    $2,095 Per Month

    • 5 Beds
    • 2.5 Baths
    • 2,326 Sq Ft
    • House for Rent

    6417 Domizio Dr, Winter Haven, FL 33884

    Be the first to call it home! This brand-new 5-bed, 2-bath home in Villa Mar combines modern design, energy-efficient construction, and the latest smart-home technology. From fresh paint to sparkling appliances, every detail is brand new and move-in ready. Enjoy the benefits of professional management, flexible leasing, and Zero Deposit move-in options with Reszi. Start fresh in a brand-new space

    6417 Domizio Dr, Winter Haven, FL 33884
  • /2

    $265,000

    Sold Nov 21, 2025

    3317 Queens Cove Loop, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,259 Sq Ft
    • Built 1996

    Last Sold Summary

    • 4% Below List Price
    • $210/SF
    • 57 Days On Market

    Current Estimated Value $258,454

    Last Listing Agent Robin Moore COLDWELL BANKER REALTY

    3317 Queens Cove Loop, Winter Haven, FL 33880
    • /2

      Est $331,850

      Not Listed For Sale

      4511 Rapallo Ave, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 2,005 Sq Ft
      • Built 2025
      4511 Rapallo Ave, Winter Haven, FL 33884

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

  • /32

    $247,990

    $12K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    961 Harold Pass, Winter Haven, FL 33884

    BEAUTIFUL home built in 2025, featuring 3 bedrooms, 2 baths, and an open living area. The kitchen boasts an open and airy design, with aspacious center island perfect for entertaining, complemented by new stainless-steel appliances,and a walk-in pantry. The dining room is perfectly placed near the kitchen, providing the ideal setting for meals and celebrations of any kind. The family room

    Marian Capriles Garcia LPT REALTY, LLC

    961 Harold Pass, Winter Haven, FL 33884
  • /42

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • Condo for Rent

    333 Lake Howard Dr NW Unit 303A, Winter Haven, FL 33880

    Welcome to 333 Lake Howard Dr NW #303A, where everyday living comes with beautiful views of Lake Howard and the convenience of being just minutes from downtown Winter Haven. This 3rd-floor condo offers a peaceful setting overlooking one of Winter Haven’s most loved lakes, creating the perfect backdrop for morning coffee, quiet evenings, or simply enjoying the Florida lifestyle from home. Inside,

    Chris Loschiavo RE/MAX HERITAGE PROFESSIONALS

    333 Lake Howard Dr NW Unit 303A, Winter Haven, FL 33880
  • /16

    $318,350

    Sold Oct 16, 2025

    3908 Giorgio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 1,988 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $160/SF
    • 107 Days On Market

    Current Estimated Value $322,186

    Meritage Homes VillaMar - Signature Series

    3908 Giorgio Dr, Winter Haven, FL 33884
    • /11

      Est $320,392

      Not Listed For Sale

      3502 Evening Star Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,605 Sq Ft
      3502 Evening Star Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 7 Days On Market

Showing Results 561 - 600, Page 15 of 18

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